4-Bromobenzylamine → HCID 67968397, compound

HRID 2363681Notes

Reaction equation

HRID 2363681 reaction equation
[CH:1]([C:4]1[CH:5]=[N:6][N:7]2[C:12](N(C)C3C=CC=CC=3)=[N:11][C:10]([S:21][CH3:22])=[N:9][C:8]=12)([CH3:3])[CH3:2].[Br:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][NH2:29])=[CH:26][CH:25]=1>CCO>[Br:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][NH:29][C:12]2[N:7]3[N:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[C:8]3[N:9]=[C:10]([S:21][CH3:22])[N:11]=2)=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 775714-BromobenzylamineHCID 25210248HCID 25210248, compound

Product 1

HCID 67968397HCID 67968397, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to the same conditions resulting in the preparation of the compound IIa.2, the compound IIb.4 is prepared from 8-isopropyl-4-(N-methyl-N-phenylamino)-2-(methylsulfanyl)pyrazolo[1,5-a]-1,3,5-triazine and from 4-bromobenzylamine. Yield=75%. Mp=171-172° C. (EtOH). 1H NMR (300 MHz, CDCl3): δ 7.74 (s, 1H, Harom), 7.47 (d, 2H, J=8.3 Hz, Harom), 7.24 (d, 2H, J=8.3 Hz, Harom), 6.76 (bs, 1H, NH), 4.75 (d, 2H, J=6.0 Hz, CH2), 3.15 (hept, 1H, J=6.8 Hz, CH), 2.56 (s, 3H, CH3), 1.33 (d, 6H, J=6.8 Hz, 2 CH3). MS (ESI): m/z 394 (Br81, MH+), 392 (Br79, MH+).

Workup

  1. customresulting in the preparation of the compound IIa.2

Sources & evidence

ORD record
ord-48659f96511743a3be4c57df18985999
Source dataset
uspto-grants-2014_04
Patent number
US08691982B2

Reaction notes

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